The Long Weekend

Nantucket Travel Tips: Where to Stay, Eat and More

Nantucket is to New England what the Hamptons are to New York: an elite, elegant weekend escape. With nary a traffic light in sight, it lures visitors with its old whaling community charm and surprisingly relaxed glamour. Here are some can't-miss Nantucket travel tips.

Who Should Go? Couples, groups, active and easygoing travelers—who will all find plenty to do, whether their ideal day means sunbathing, sailing, shopping or wine tasting—plus foodies and style mavens.

Where to Stay on Nantucket

The best choice is a boutique hotel within walking distance of the town’s harbor. The uber-chic Greydon House, which opened in 2017, is located in the heart of downtown and has an excellent restaurant helmed by a Michelin-starred chef. The White Elephant Residences is a classic option with a beautiful nautical design and luxurious rooms.

Where to Eat on Nantucket

Nantucket is teeming with fine-dining restaurants offering fresh seafood and classic New England cuisine. First-time musts include local institution Black-Eyed Susan’s, for a hearty breakfast, and Topper’s or the Pearl, for an upscale dinner.

Foodies should not miss Nantucket Restaurant Week (June 4 - 10), which will feature several well-lauded restaurants including Straight Wharf, Cru and Proprieters.

Where to Shop on Nantucket

Nantucket has a multitude of chic boutiques for serious shoppers, including Gypsy and Skinny Dip. Nantucket Bookworks and Parchment, an exquisite paper store, are also worth a visit. For high-end jewelry, don't miss Petina

Island Secret: Indagare’s Remi Evarts, a Nantucket regular for over a decade, advises: “Rent a boat, pack a picnic and head to Tuckernuck Island—a tiny, 1.5-square-mile island off the coast—for a private experience in the Atlantic. Keep an eye out for the seals that swim in the waters just off shore.”

Special Events: 

This fall, The Nantucket Project is hosting their annual main event, which includes four days of signature programming, lectures by noteworthy speakers and entertainment (September 13-16). Also on our radar is the Nantucket Film Festival and Boston Pops on Nantucket.

Read more and contact Indagare for more Nantucket travel tips. Our specialists can plan a customized itinerary with great meals and activities.

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